1.0 2010-04-08 22:13:25 UTC 2025-11-19 02:07:07 UTC FDB017956 PC-M5' Tremorgenic mycotoxin from Penicillium crustosum PC-M5' C29H37NO5 479.6078 479.267173299 (1S,2R,5S,7S,8R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17(22),18,20-pentaen-8-yl acetate (1S,2R,5S,7S,8R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17(22),18,20-pentaen-8-yl acetate 133613-75-9 [H][C@]12CC3=C(NC4=C3C=CC=C4)[C@]1(C)[C@@]1(C)CC[C@@H]3O[C@@H]([C@H](OC(C)=O)C=C3[C@]1(O)CC2)C(C)(C)O InChI=1S/C29H37NO5/c1-16(31)34-23-15-20-22(35-25(23)26(2,3)32)11-12-27(4)28(5)17(10-13-29(20,27)33)14-19-18-8-6-7-9-21(18)30-24(19)28/h6-9,15,17,22-23,25,30,32-33H,10-14H2,1-5H3/t17-,22-,23+,25-,27+,28+,29+/m0/s1 IMABPJDBODVJSN-HKZMUHMQSA-N belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Naphthopyrans Organic compounds Organoheterocyclic compounds Naphthopyrans Aromatic heteropolycyclic compounds 3-alkylindoles Azacyclic compounds Carbonyl compounds Carboxylic acid esters Cyclic alcohols and derivatives Dialkyl ethers Heteroaromatic compounds Hydrocarbon derivatives Monocarboxylic acids and derivatives Naphthalenes Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Pyrans Pyrroles Tertiary alcohols 3-alkylindole Alcohol Aromatic heteropolycyclic compound Azacycle Benzenoid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Dialkyl ether Ether Heteroaromatic compound Hydrocarbon derivative Indole Indole or derivatives Monocarboxylic acid or derivatives Naphthalene Naphthopyran Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Pyran Pyrrole Tertiary alcohol logp 4.75 ALOGPS logs -5.69 ALOGPS solubility 9.85e-04 g/l ALOGPS melting_point Mp 162-164° logp 3.45 ChemAxon pka_strongest_acidic 13.61 ChemAxon pka_strongest_basic -3.1 ChemAxon iupac (1S,2R,5S,7S,8R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17(22),18,20-pentaen-8-yl acetate ChemAxon average_mass 479.6078 ChemAxon mono_mass 479.267173299 ChemAxon smiles [H][C@]12CC3=C(NC4=C3C=CC=C4)[C@]1(C)[C@@]1(C)CC[C@@H]3O[C@@H]([C@H](OC(C)=O)C=C3[C@]1(O)CC2)C(C)(C)O ChemAxon formula C29H37NO5 ChemAxon inchi InChI=1S/C29H37NO5/c1-16(31)34-23-15-20-22(35-25(23)26(2,3)32)11-12-27(4)28(5)17(10-13-29(20,27)33)14-19-18-8-6-7-9-21(18)30-24(19)28/h6-9,15,17,22-23,25,30,32-33H,10-14H2,1-5H3/t17-,22-,23+,25-,27+,28+,29+/m0/s1 ChemAxon inchikey IMABPJDBODVJSN-HKZMUHMQSA-N ChemAxon polar_surface_area 91.78 ChemAxon refractivity 133.13 ChemAxon polarizability 54.49 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 4 ChemAxon donor_count 3 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 24577 Specdb::CMs 45916 Specdb::CMs 136973 Specdb::CMs 144707 Specdb::MsMs 69759 Specdb::MsMs 69760 Specdb::MsMs 69761 Specdb::MsMs 128100 Specdb::MsMs 128101 Specdb::MsMs 128102 Specdb::MsMs 451846 Specdb::MsMs 2276391 Specdb::MsMs 2276392 Specdb::MsMs 2276393 Specdb::MsMs 3092560 Specdb::MsMs 3092561 Specdb::MsMs 3092562 HMDB38569 #<Reference:0x000055ce32c29588>